Formaldehyde → 1-Acetamido-7-benzylmethylamino-5,6,7,8-tetrahydronaphthalene

HRID 863508ノート

反応式

HRID 863508 の反応式
[C:1]([NH:4][C:5]1[C:14]2[CH2:13][CH:12]([NH:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:11][CH2:10][C:9]=2[CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2].C=O.[C:25]([BH3-])#N.[Na+]>C(O)(=O)C>[C:1]([NH:4][C:5]1[C:14]2[CH2:13][CH:12]([NH:15][CH2:16][CH2:17][C:22]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:25]=3)[CH2:11][CH2:10][C:9]=2[CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 712FormaldehydeHCID 5003444Sodium cyanoborohydrideHCID 196961461-Acetamido-7-benzylamino-5,6,7,8-tetrahydronaphthalene

生成物 1

HCID 196962191-Acetamido-7-benzylmethylamino-5,6,7,8-tetrahydronaphthalene収率 103.8%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of 1-acetamido-7-benzylamino-5,6,7,8-tetrahydronaphthalene (14.3 g, 50 mmol), paraformaldehyde (15 g, 0.5 mol) and sodium cyanoborohydride (15.7 g, 0.25 mol) in acetic acid (250 mL) was stirred at room temperature for 48 h. The solvent was removed and the residue taken up in water:diethyl ether. The aqueous phase was basified with 12.5% NaOH and back extracted with ether. The combined ether layers were washed with saturated NaCl, dried over magnesium sulfate, filtered and evaporated to give a viscous syrup (16 g).

後処理

  1. customThe solvent was removed
  2. extractionback extracted with ether
  3. washThe combined ether layers were washed with saturated NaCl
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated

出典と根拠

ORDレコード
ord-ca1851245f03440facd11e8bc3793770
出典データセット
uspto-grants-1998_02
特許番号
US05721234

反応ノート

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